Brown azo dye.



tion the diazo compounds of sul'fonic acids and pulverized in the she compound is introduced into a cold aqueous vinvented new an UNITED STATES PATENT OFFICE.

MARTIN HERZBERG AND FRIEDRICH RUNKEL, 0F ELBERFELD, GERMANY, ASSIGNORS TO FARBENFABRIKEN VORM. FRIEDR. BAYER & 60., OF ELBERFELD. GERMANY, A CORPORATION Oil" GERMANY.

BROWN Azo DYE.

Specification of Letters Patent. Patented Mar. 29, 1910. Application filed August 14, 1909. Serial No. 512,8Q1.

No Drawing,

To all whoni it may concern:

Be it known that we, MARTIN Hnnzunno and FRIEDRICH RUNKnmdoctors of philosophy, chemists, citizens of the German Eiupire, residing at flberfeld, Germany, have useful Improvements in Azo= Dyes, of which the following is a specificatio Our invention relates; to the manufacture and production of new azo,dyes which can be obtained by combining :in alkaline solu- I which precipitates is dried. It is after being dried and pulverized in the shape of its sodium salt a dark powder soluble in water with a reddishfuric acid with a violet color. tion with stannous chlorid and hydrochloric acid the new dye is decomposed, orthoamino-para-chloro-phenylether sulfonic acid sulfonic acid being thus obtained.

The new dyestuif dyes wool brown shades fast to washing and to milling.

The process is carried out in an analo ous manner for the above mentione dycstufl's e. g. from 2- tolylamino 8 naphthol 6 sulfonic acid, 2- bezizylamino-S-naphthol-ti-sulfonic acid etc. and other aminophenylether sulfonic acids, e. parafonio acid, ortho amino para chlorophenylether sulfonic acid, ortho-amino-parachloro-phenyl-para -tolylether sulfonic acid etc. One can also start from ethers containing no sulionic groups and sulfonate the dyes.

We claim 5- I 1. The herein described new'azo dyestuffs obtainable from diazotized aminophenylether sulfonicadid and a substituted 2 amino-8-naphthol-6-sulfonic acid of the above given formula, which are after being dried and pulverized in the sha e of their sodium salts dark powders solub e in water with a brown to reddish-brown color; yielding upon reduction with stannous chlorid and hydrochloric acid an aminophenylether suli'ionic acid and a diaminonaphthol sulfonic acid of the above given formula; and dyeing wool from acid baths brown shades remarkable for their fastness to washing and to milling, substantially as described.

2. The herein described new azodyestufi obtainable from diazotized ortho aminopara-cliloro-phenylether sulfonic acid and 2- phen lamino- 8-naphthol-6 sulfonic acid,- whicii dye is after being dried and pulverof aminophenylethers or their derivatives with a substituted 2-amino-8-naphthol-6-su1- fonic acid containing in'the amino grou an aryl or an aralkyl, such as phenyl, toly benzyl etc. of the formula:

R standing for an aryl or aralkyl radical.

Thenew dyestuffs are after being dried e of their sodium salts dark powders solub e in water with a brown tobrownish-red color. Upon reduction with stannous chlorid and hydrochloric acid they are decomposed, and aminophenylether sulfonic acid and a diam-inonaphthol sulfonic acid of the formula:

/NH.R

being thus obtained The new coloring mattersdye wool from acid baths brown shades remarkable for their fastness to washing and to milling:

In order tocarr v out our process we can e. g.-proceed,as f0 lows, the parts bein by weight: 30 parts of ortho-aminoare-ch orophenylether sulfonic acid are issolved in hot water with the addition of '6 parts of anhydrous 'sodium carbonate. 7 parts of sodium nitrite are added and the mixture is introduced. into cold water containinq 40 parts of crude hydrochloric acid. The iazo solution of 31:5.partsof .Q-phenyIm nno-S- powdersoluble in water with a reddishnaphthol-fi-sulfonie .acid conti ili aiifg an excess 'of sodium carbonate he dyestufli filtered off, washed and and 7 amino-2-pheny']amino-8-naphthol-6-' dproduction of other 0 the brown color and soluble in concentrated sul- Upon reducor ortho-a'minophenylether sulized in the shape of its sodium salt a dark ing W001 brown shades remarkable for their reduction with stunnous c hlorid and hydroset hands in the pg 'snce of two sub chloric acifd ortho-anino-pzara-chloro-phenylscribing witnesses. ether sul onic aci and -a gnino-2-phenylamino-8-naphtho1-6-su1f0nic acid; and dye- :9]

fastness 0 washing and to milling, substan- Witnesses:

tially as described. OTTO Knm,

In testlmony whereof We have herunto I WILLY KL IN. 

